How We Pulled It Off: A Rum-Soaked Wedding in the Bahamas
St. Chelle
Like many couples who choose a destination wedding, Sydney Rivers and Quincy Nichols have family and friends dispersed across the US. Both grew up in New England—Sydney in Connecticut and Quincy in Massachusetts—and moved after college to San Francisco, where they've lived since. Many of their guests would have to fly somewhere for their nuptials, so why not have a destination wedding?
But their chosen location of the Bahamas provided more than just a beachy backdrop to their celebration: Sydney grew up visiting Harbour Island with her family annually, and once the couple's relationship became more serious, Quincy joined their vacations to this special place. 'He fell in love with it, too,' Sydney says.
His only hesitation about getting married in Harbour Island was that it would be too hot—and while the weather did end up being a wedding-day concern (albeit it the wind, not the temperature), the rest of their planning process and the event itself were downright dreamy. Ahead, the couple explain how they plotted a Bahamas destination wedding for January 2025; one that was outfitted in local greenery and soft pastels, and featured rum cake, a killer DJ, and multiple parties.
So attached is Sydney's family to Harbour Island that she was the third member of the clan to get married there—including her sister Kara, who wed there in 2021. 'We were trying to be different from my sister, and then we were like, 'Wait, this is just obviously where we're going to get married,'' Sydney says.
She's referring not only to Harbour Island, but to their venue: The Ocean View Club, a small, homey guesthouse owned and operated by three generations of one family for over 50 years. By nature of the changes made to the property (and its hotel group, Little Island Hotels) and in the world at large (via the resuming of socializing in person post-Covid), the two weddings were quite different. Sydney and Quincy had a much larger party, with a total of 150 guests flying out to celebrate, and they didn't hold their ceremony or reception on the beach; while the welcome party was held at the Ocean View Club, the couple were married at a sister property dubbed The Farm, and held their party at The Other Side, an even more relaxed venue located on the bay across from Harbour Island.
After getting engaged in September 2023 and locking in their venues that winter, the couple and their mothers visited Harbour Island in June 2024 for a planning trip. 'That's when we got a lot of decisions done, because though we know it so well, obviously communication [from afar] can be tricky at times,' says Sydney. Over a handful of days, the group met with their event team, walked through the properties, held tastings, and Sydney had hair and makeup trials. But of course, 'we made a little vacation out of it,' the bride says.
As Bay Area folks with many friends who live and have married in major cities like New York City, the couple were well-aware of the potential stresses of wedding planning. Interacting with the venue and their vendors from afar was significantly more relaxed. 'The MO of the Bahamas is to be more relaxed. It's huge culturally but also from a wedding perspective,' says Quincy. One example was the venue's approach to liquor. 'Some wedding venues are really strict on hard alcohol and serving shots to wedding guests,' says Sydney. 'But they were very island vibes—they let us do whatever we wanted.'
Relaxed doesn't mean unprofessional, of course, and that expertise snapped into place the day before their wedding. Though the couple had picked a date around the weather—avoiding the hurricane season, which officially runs from June 1 to November 30—and discussed numerous rain plans, it was strong winds that wound up blowing in on the big day. Their planning team suggested they pivot the ceremony space from the beach to their newest property, The Farm, which was just slightly more inland. 'It was funny because it was basically Plan E, but everyone just thought it was plan A. We wound up being the first people married there, which was really cool, and it was so beautiful,' Sydney says. 'It was nice for everyone to experience this new part of the hotel, which they wouldn't have seen.'
While many couples marrying in a tropical setting opt for saturated, vibrant hues, Sydney and Quincy opted for lighter colors in both clothes and decor. 'I didn't want to be wearing a tie; I wanted something that was a little more casual, and the green jacket felt more in tune. I always knew I wanted to wear green, which is my favorite color. It felt very island-esque,' says Quincy, who wore a lighter-weight blazer in a seafoam hue with khaki pants. The lace of Sydney's dress, meanwhile, was in the shape of flowers and leaves.
Leafy greens were the aesthetic driver of their wedding, with the ceremony's 'altar' space circled by local fronds and downed coconuts. The bridal bouquet was made up of a wild bunch of leaves and branches. Juicier colors arrived at dinner, where tables were dotted with lemons, oranges, and spare sprigs of coral-colored protea. 'We leaned into the greenery of the island. When you came into the structure, it felt like you were in a jungle. There was soft candlelight, and then the entire ceiling was covered in a green canopy,' she says.
Guests got on board with the mellower palette: Though they didn't distribute a mood board, the couple suggested their friends avoid neon or bright tropical colors, and aim for lighter pastels. The resulting imagery was cooler than an ocean breeze. 'My friends all have great taste,' Sydney says.
As their guests arrived at their hotels—the invitees stayed in all three of the Little Island Hotels properties as well as at The Landing, a boutique hotel in Dunmore Town—they found welcome bags in their rooms. While many couples pull together these little collections of treats for guests these days, Sydney and Quincy framed theirs slightly differently.
'My family is really big on leaving 'pillow presents,' so any time you [visited] our house growing up, my mom would leave a present on your pillow. It could be something silly, like a piece of candy,' Sydney says. The bride and groom have replicated the tradition with their own visitors, and thus for their wedding, they left a bag for each guest of Quincy's favorite sour watermelon gummies and Sydney's favorite hot sauces, hats to block out the Caribbean sun, and emergency kits.
The couple chose Bahamian cuisine throughout their wedding weekend. For drinks, guests were offered rum punch, Kalik beer, and the classic Goombay Smash, a beloved mix of rum and pineapple juice. Conch fritters and ceviche made great use of the local seafood, and at the welcome party on Friday night, they served ribs. 'That's not a typical wedding weekend meal, just because it's so messy,' says Sydney, 'but that's a local thing,' Quincy finishes.
At the wedding reception, dishes were served family-style, in giant bowls and shared plates, to help the cheerful vibe. 'We wanted it to feel upscale but still casual,' says Quincy. Dessert was a Bahamian rum cake, though the couple never got a chance to cut it.
Any ceremonial cake-cutting moment was missed because the newlyweds and their guests were simply going too hard: 'We forgot to cut our cake, because we were dancing. Everyone started dancing before dinner was even served,' Sydney recalls, which led to Quincy taking to the microphone to plead that everyone sit down to eat. 'It was the sweatiest, most fun dance floor ever, just jam-packed. I don't think people left for one second. The dancing was next-level fun.'
For the after-party, guests headed to a different hut at the Other Side for an under-the-sea themed fête. They were offered neon boat-captain hats or sea creatures to put on their heads—many of the men had already taken off their shirts, including the groom—and served grilled cheese and chicken fingers to soak up the shots that emerged on trays.
The following day, in lieu of the now-customary Sunday brunch, guests gathered one last time for a pool party. It was also anchored by their DJ from the night before, and the evidence of the impeccable vibes of the celebration has made itself even more known in the months since everyone went home. 'The DJ was so good that he then did one of Sydney's best friend's weddings in Antigua, and he's going to do another good friend's wedding in Portugal,' Quincy says. An undeniable sign of a very successful wedding.
Originally Appeared on Condé Nast Traveler
The Latest Stories from Condé Nast Traveler
Want to be the first to know? Sign up to our newsletters for travel inspiration and tips
45 Abandoned Places Around the World That You Can Visit
The Cheapest Nicest Hotels in Paris
The Women Who Travel Power List 2025
Hashtags

Try Our AI Features
Explore what Daily8 AI can do for you:
Comments
No comments yet...
Related Articles
Yahoo
5 hours ago
- Yahoo
Carnival Corporation (CUK) Announced a New partnership With Starboard Group
Carnival Corporation & plc (NYSE:CUK) is one of the . On July 24, Carnival Corporation & plc (NYSE:CUK) announced a new partnership between its Princess Cruises and Starboard Group for the first time. Under this partnership, Starboard Group will bring its retail expertise to the new Star Princess ship, which is set to launch in fall 2025. Star Princess will sail in the Mediterranean, Caribbean, Panama Canal, and Alaska during its first season. Starboard Group will curate nearly 4,800 square feet of retail space across two decks, featuring premium brands and tailored shopping experiences. A couple entering a beach resort hotel, walking hand in hand away from the sunset. One of the highlights of this ship is its destination retail boutique, which will showcase regional, locally sourced, and artisanal products. Allowing guests to shop for food, clothing, jewelry, souvenirs, and more inspired by the regions visited. Moreover, the ship will also host rotating events, including trunk shows and appearances by brand designers who will offer styling advice. Carnival Corporation & plc (NYSE:CUK) is a global cruise company that operates multiple cruise brands across different regions, including North America, Australia, Europe, and Asia. While we acknowledge the potential of CUK as an investment, we believe certain AI stocks offer greater upside potential and carry less downside risk. If you're looking for an extremely undervalued AI stock that also stands to benefit significantly from Trump-era tariffs and the onshoring trend, see our free report on the best short-term AI stock. READ NEXT: 30 Stocks That Should Double in 3 Years and 11 Hidden AI Stocks to Buy Right Now. Disclosure: None. This article is originally published at Insider Monkey.
%3Amax_bytes(150000)%3Astrip_icc()%2FTAL-south-padre-island-TEXASCARIBE0725-3294157976b54bc3ac3f0444303787b3.jpg&w=3840&q=100)

Travel + Leisure
a day ago
- Travel + Leisure
This Beach Town Is Known as the ‘Caribbean of Texas'—With Clear Waters, Powder Soft Sand, and Warm Weather Year-Round
When you think of the Caribbean, there are likely a few things that come to mind. Crystal clear blue waters, powder soft sand, and year-round warm temperatures, to name just a few. While those characteristics may be synonymous with tropical destinations like the Turks and Caicos or the Bahamas, the U.S. has a few places that offer a similar experience—and one of them has even earned the moniker the 'Caribbean of Texas.' Located on the Southern tip of the Lone Star State, South Padre Island is frequently touted as one of the best beach towns in Texas and one of the best islands in the South. Although spring breakers do descend on the 34-mile-long coastal paradise in March, the rest of the year boasts a relatively relaxed atmosphere. The Laguna Madre borders the inland side of South Padre Island, but the Caribbean parallel stems from the body of water to the west. The warm, blue-green water and the pristine white beaches of the Gulf are what create South Padre Island's Caribbean comparison. (Notably, the aforementioned nickname is sometimes applied to North Padre Island, but the waters of South Padre Island tend to be clearer and calmer.) Not to mention, temperatures average around 74 degrees 12 months a year. The sub-tropical climate is shaped by the island's latitude as well as its proximity to the Gulf, as the Gulf's warm waters give way to milder weather, even during the winter. Of course, December and January won't be quite as hot as the middle of summer, but it's still mostly comfortable enough for swimming. One of the best things about South Padre Island is its variety of activities. You're certainly welcome to swim and lounge on the beach all day long—Treasure Island Circle Beach is a popular spot—but the island also has a number of ways to stay active. If you want to get out on the water, rent a paddle board or kayak from SPI Sessions Watersports. You could also opt for a three-hour-long snorkeling excursion in the Laguna Madre with Breakaway Cruises. To get the adrenaline really pumping, there's windsurfing with Windsurf Inc. and parasailing and jet skiing with Sonny's Beach Service. If you're the type of traveler who likes to immerse themselves in nature while on vacation, the South Padre Island Birding, Nature Center & Alligator Sanctuary might be more up your alley. The organization has naturalist-led birding tours, daily educational 'Gator Talks,' and 'Snake Talks' throughout the month. It's the perfect complement to any South Padre Island beach day, and it's an activity the whole family will enjoy.
%3Amax_bytes(150000)%3Astrip_icc()%2FTAL-lead-image-oil-nut-bay-FAVCARIBHOTELS0525-eff0202c7925481abd4637e2fb04fd50.jpg&w=3840&q=100)

Travel + Leisure
a day ago
- Travel + Leisure
I've Stayed at More Than 50 Hotels in the Caribbean—These 12 Keep Me Coming Back Again and Again
The Caribbean, with its oversized, over-the-top resorts set along white-sand, sugary beaches, has long been a go-to destination for winter-weary travelers looking to fly and flop. And there are literally hundreds of options that travelers could choose from. As a full-time writer who covers culture, cuisine, and travel, I've stayed at some of the best properties in the region, from an all-inclusive private island in the Dominican Republic to a home away from home in the heart of historic Havana. In fact, I've stayed at more than 50 hotels in the region—and in my opinion, these 12 are the best hotels in the Caribbean. Private plunge pool at Sandal's Saint Vincent and the Grenadines. Freshly debuted last spring, Sandals St. Vincent & the Grenadines is the perfect marriage between ultra-luxury and adventure, and it's the first all-inclusive resort of its kind in the archipelago nation that should be on every traveler's radar. This luxe 301-room property has 11 food and dining venues, four pools, and a sumptuous spa. At Buccan, chefs employ traditional solid fuel-driven cooking techniques to prepare island-grown meals. Splurge and stay in one of the property's premium Vincy Overwater Two-Story Villas. These overwater bungalows come complete with butler service, outdoor soaking tubs with rainfall showers, and rooftop lounges for an experience that will make you wonder why anyone would ever fly all the way to the Maldives. Location: St. Vincent and the Grenadines St. Vincent and the Grenadines Nearest Airport: 15 miles to Argyle International Airport (SVD) 15 miles to Argyle International Airport (SVD) Family-friendly or Adults-only: Adults-only Adults-only Restaurant Reservations: Reservations are required at some restaurants. Reservations are required at some restaurants. Accessibility: Two rooms are accessible, and a beach wheelchair is available to borrow. Two rooms are accessible, and a beach wheelchair is available to borrow. Rates: $$$ Wooden deck overlooking the ocean at Secret Bay. I get asked for honeymoon recommendations on a shockingly frequent basis for a single person. Secret Bay is my top pick every time, an all-villa property on the untouched island of Dominica that has been named by T+L readers as the best resort in the Caribbean for three years running. Secret Bay's collection of twenty-three villas has private plunge pools and butler service, and expansive indoor-outdoor living space with views ranging from rainforest to the Caribbean Sea. Simply waking up in paradise is its primary appeal, though you'll be tempted to emerge from your villa yoga classes in the new wellness pavilion, stand-up paddleboarding by the beach, or cooking classes and chef-driven menus at the oceanview restaurant. Location: Portsmouth, Dominica Portsmouth, Dominica Nearest Airport: 23 miles to Douglas-Charles Airport (DOM) 23 miles to Douglas-Charles Airport (DOM) Family-friendly or Adults-only: Family-friendly Family-friendly Restaurant Reservations: Reservations are not required. Reservations are not required. Accessibility: Select villas are fully wheelchair accessible, as are facilities like the bar, pool area, and beach. Staff have received training on the needs of travelers with disabilities. Select villas are fully wheelchair accessible, as are facilities like the bar, pool area, and beach. Staff have received training on the needs of travelers with disabilities. Rates: $$$ Left: Guest room; Right: Walkway at Cottage Club Hotel. Perched on a hillside on one of the smallest islands in the Caribbean, The Cottage Club is a destination so special that I almost feel tempted to keep it to myself. With its stately Great House and a collection of just 10 private cottages built to blend into the white-wall, red-roof Saban architectural aesthetic, The Cottage Club is one of just a few hotels on an island of around no more than 2,000 people. It's hard to say whether it was the unrivaled hospitality or incredible adventurous activities, like world-class diving or summiting the island's volcanic peak, Mount Scenery, that made my visit so memorable. Regardless, untouched-by-time Saba is unexpectedly one of the coolest places to be in the Caribbean. Location: Windwardside, Saba Windwardside, Saba Nearest Airport: 3 miles from Juancho E Yrausquin Airport (SAB) 3 miles from Juancho E Yrausquin Airport (SAB) Family-friendly or Adults-only: Family-friendly Family-friendly Restaurant Reservations: N/A N/A Accessibility: Rooms and facilities are not wheelchair accessible and no real accommodations for guests with mobility issues are provided. Rooms and facilities are not wheelchair accessible and no real accommodations for guests with mobility issues are provided. Rates: $ Nova Lounge at Oil Nut Bay. The North Sound of Virgin Gorda might be the most sought-after zip code in the Caribbean, and at its heart is Oil Nut Bay, which feels like a private island. Cut off from the rest of Virgin Gorda and accessible only by boat and helicopter, its supreme seclusion is a part of its unending appeal. This oversized 400-acre property stretches between both the Caribbean and Atlantic coasts of the island, home to oceanview suites and spacious villas, and estates available for rent when owners are traveling elsewhere. It's pure laidback luxury at the property's private beach club, sports courts, kids' club, and gym, with an overwater bar and restaurant welcoming visitors to spend the entire day in this corner of paradise. The property's brand new overwater spa will debut soon, a perfect excuse for a return visit, if you ask me. Location: Virgin Gorda, British Virgin Islands Virgin Gorda, British Virgin Islands Nearest Airport: 12 miles from Virgin Gorda Airport (VIJ) or 20 miles from Terrance B. Lettsome Airport, Tortola (EIS) 12 miles from Virgin Gorda Airport (VIJ) or 20 miles from Terrance B. Lettsome Airport, Tortola (EIS) Family-friendly or Adults-only: Family-friendly Family-friendly Restaurant Reservations: Reservations are not required. Reservations are not required. Accessibility: A selection of single-level villas is available for guests using wheelchairs, and all of the property's restaurants are wheelchair accessible. A selection of single-level villas is available for guests using wheelchairs, and all of the property's restaurants are wheelchair accessible. Rates: $$. Guest bedroom at Playa Grande Beach Club. Hidden away on a still untouched stretch of coastline on the north coast of the Dominican Republic, Playa Grande Beach Club is the utter antithesis of the oversized resorts and busy beaches of Punta Cana. Eating freshly fried plantain chips and sipping coconut mojitos from your private patio or beneath a fringed umbrella on the white sand beach is the name of the game here. With just a handful of private bungalows, ranging from one to three bedrooms, you'll have this corner of the coastline almost all to yourself to enjoy. However, should the inspiration strike to get out and explore, whale-watching in the cooler months and hikes to crystal clear lakes and lagoons in the summer are themselves worth traveling for. Location: Rio San Juan, Dominican Republic Rio San Juan, Dominican Republic Nearest Airport: 49 miles to Gregorio Luperón International Airport (POP) 49 miles to Gregorio Luperón International Airport (POP) Family-friendly or Adults-only: Family-friendly Family-friendly Restaurant Reservations: Reservations are not required. Reservations are not required. Accessibility: Facilities and rooms are not wheelchair accessible and require navigating steps to access. Facilities and rooms are not wheelchair accessible and require navigating steps to access. Rates: $$$ Exterior of Half Moon at night. Take a peek inside the stately Founder's Cove at Jamaica's Half Moon Resort and you'll see photos of superstars, past presidents, and even the Royal Family adorning the walls. What started as a small collection of cottages along a then-untouched Montego Bay beachfront has blossomed into a legacy of luxury that continues today. A championship golf course, numerous sports courts, a new fitness center, and a Salamander Spa with an impressive menu of treatments and wellness experiences keep guests coming back again and again. Locals and visitors alike come from far and wide to dine here, too; the property's historic Sugar Mill Restaurant is one of the most celebrated restaurants in the Caribbean, though the newer Delmare is arguably even better with an Italian-meets-Caribbean menu with standout dishes like Blue Mountain coffee-infused pasta that blew me away. Location: Montego Bay, Jamaica Montego Bay, Jamaica Nearest Airport: 5.5 miles to Sangster International Airport (MBJ) 5.5 miles to Sangster International Airport (MBJ) Family-friendly or Adults-only: Family-friendly Family-friendly Restaurant Reservations: Reservations are required at some restaurants. Reservations are required at some restaurants. Accessibility: Seven guest rooms are fully ADA-compliant, and all resort facilities are wheelchair accessible. A beach wheelchair is available to borrow. Seven guest rooms are fully ADA-compliant, and all resort facilities are wheelchair accessible. A beach wheelchair is available to borrow. Rates: $$ Aerial view of the pool at Alaia Belize. Taylor McIntyre/Travel + Leisure Alaia Belize draws the vacation-ready with its modern, modular design style and luxurious amenities that only add to the island's boundless appeal. Even standard rooms come with private outdoor space to enjoy tropical breezes, but suites offer terraces so spacious they could be an entire room in their own right. Accommodations aside, the resort's pièce de résistance is the adults-only rooftop swimming pool and eatery serving sushi, ceviche, and the freshest shrimp tacos I've ever had outside of Mexico. Grab one of the property's golf carts for an excursion up to the white sand Secret Beach or for a jaunt into San Pedro for some shopping or local bites at Elvi's Kitchen and drinks at the overwater restaurant Palapa. The property's dedicated dive shop makes exploring the reef even easier, offering everything from beginner-friendly PADI certifications to advanced diving classes in preparation for taking on Belize's world-famous Great Blue Hole. Location: San Pedro, Ambergris Caye, Belize San Pedro, Ambergris Caye, Belize Nearest Airport: 1.5 miles from John Greif II Airport (SPR) 1.5 miles from John Greif II Airport (SPR) Family-friendly or Adults-only: Family-friendly Family-friendly Restaurant Reservations: Reservations are not required. Reservations are not required. Accessibility: Elevators and ramps make parts of the property accessible, though rooms and pool areas lack adaptations for wheelchair users. Elevators and ramps make parts of the property accessible, though rooms and pool areas lack adaptations for wheelchair users. Rates: $$ Aerial view of the beach at Baoase Luxury Resort. Baoase Luxury Resort is a serene and secluded property named after an oasis. It's lush and green, and set on a private white cove beach where Balinese-inspired villas and cottages pop up from the sand. This tranquil 23-key spot feels intimately designed for a romantic getaway where you'll be tempted to go no further than your own room, especially if you spring for one with a private pool. When you do, the whole of this infinitely appealing island awaits, still a mostly hidden haven with spectacular snorkeling and beaches that feel blissfully bare compared to those on neighboring islands. The restaurant here is one of the best in the Caribbean, part of a sizzling culinary scene that has contributed to the island's blossoming in a way I could have never imagined when I first visited more than 15 years ago. Location: Curaçao Curaçao Nearest Airport: 9 miles to Hato Curaçao International Airport (CUR) 9 miles to Hato Curaçao International Airport (CUR) Family-friendly or Adults-only: Family-friendly Family-friendly Restaurant Reservations: Reservations are required. Reservations are required. Accessibility: This property is not wheelchair accessible and does not offer any accessibility features for guests with vision or hearing impairments. This property is not wheelchair accessible and does not offer any accessibility features for guests with vision or hearing impairments. Rates: $$$ Guest room at Caerula Mar Club. I had heard that Caerula Mar Club on South Andros Island in the Bahamas was the only resort of its kind on the island, but I didn't realize just how unique it was until I grabbed a paddleboard and took it in from the water. All along the island's palm-fringed coastline, there are barely any other structures in sight, other than this 2021 It List hotel. During my stay at this 23-key boutique property, I met all sorts of guests. Some were here to fish for tarpon and bonefish, while others simply wanted to unplug and unwind for a week. All of them, however, felt lucky to have snagged one of the few precious rooms at this tropical escape. And don't be surprised if you meet a lot of Canadian guests here; Caerula Mar is much more famous than its small size might let on. It was featured in HGTV Canada's Island of Bryan , which followed owners Bryan and Sarah Baeumler throughout the years-long renovation process. Caerula Mar Club's appeal now far surpasses its 15 minutes of fame, and welcomes visitors who come back year after year. Location: South Andros Island, Bahamas South Andros Island, Bahamas Nearest Airport: 3 miles to South Andros-Congo Town-Queen Airport (COX) 3 miles to South Andros-Congo Town-Queen Airport (COX) Family-friendly or Adults-only: Family-friendly Family-friendly Restaurant Reservations: Reservations are not required. Reservations are not required. Accessibility: Some rooms and facilities are wheelchair accessible, though flight transportation to and from the island is not wheelchair friendly, making access challenging. Some rooms and facilities are wheelchair accessible, though flight transportation to and from the island is not wheelchair friendly, making access challenging. Rates: $$ Guest room in La Reserva Vedado. Years of traveling to visit family in Havana have taught me that the best places to stay are found outside the city's tangle of colonial-era streets and in stately, century-old mansions like La Reserva Vedado. This heritage home sits along a quiet side street shaded by banyan trees in one of Havana's poshest neighborhoods, with white columns and an ample patio with rocking chairs greeting guests. To stay here feels like coming home, each of its 11 rooms and suites are uniquely designed but have luxe details like soaring ceilings and original tile floors. The property's lush garden has an intimate cafe and restaurant with indoor-outdoor seating. Sign up for the guest-favorite mojito-making class with the bartender before heading to the nearby Malecón Sea Wall to take in the sun setting over the ocean. Location: Havana, Cuba Havana, Cuba Nearest Airport: 12 miles from José Martí International Airport (HAV) 12 miles from José Martí International Airport (HAV) Family-friendly or Adults-only: Family-friendly Family-friendly Restaurant Reservations: Reservations are not required. Reservations are not required. Accessibility: Certain rooms are wheelchair accessible and showers have grab bars, though restaurant and garden spaces would be more challenging to navigate. Certain rooms are wheelchair accessible and showers have grab bars, though restaurant and garden spaces would be more challenging to navigate. Rates: $ Bedroom in Sara's Cabin at Finca Victoria. It's nearly impossible to pull me away from the culture and cuisine of sizzling San Juan, Puerto Rico, but if there's one place that can do it, it's Finca Victoria in nearby Vieques. A T+L It List property, Finca Victoria feels like any other place in the Caribbean. The property's commitment to wellness goes far beyond the basics: it's the only Ayurvedic hotel in the Caribbean and a popular Panchakarma retreat center complete with complimentary daily yoga classes and a spa menu with everything from traditional massages to Chinese medicine-inspired treatments. Wellness retreat or not, I will never get over the treehouse suites here, which are stunningly beautiful. Larger estate-style rooms and a brand-new Airstream will have you booking your return visit before your first stay comes to an end. Location: Vieques Vieques Nearest Airport: 2 miles to Antonio Rivera Rodríguez Airport (VQS) 2 miles to Antonio Rivera Rodríguez Airport (VQS) Family-friendly or Adults-only: Adults-only Adults-only Restaurant Reservations: Reservations are not required. Reservations are not required. Accessibility: The property offers one wheelchair-accessible room, plus a removable ramp that can be added to access many facilities, though paths and unpaved areas may be challenging to navigate. The property offers one wheelchair-accessible room, plus a removable ramp that can be added to access many facilities, though paths and unpaved areas may be challenging to navigate. Rates: $$ A bedroom in a Cayo Levantado Resort villa. Set on the white sands of a palm-fringed private island in the Dominican Republic, Cayo Levantado Resort is tailor-made for beachside indulgence. This It List hotel has pools scattered across the property as well as oceanfront bars and eateries, making it as easy to spend an entire stay just steps from the water. But the real standout amenity of Cayo Levantado Resort is its wellness program, considered among the very best in the Caribbean. I'll be the first to admit that I arrived a total skeptic, but by the end of a breathwork and sound healing session, I was having an out-of-body experience (seriously). Serenity seekers could easily spend days on end at the Yubarta wellness center in the verdant heart of this tropical island, learning aerial yoga, getting energy healings, and sitting in on dream analysis from trained practitioners. Location: Samaná, Dominican Republic Samaná, Dominican Republic Nearest Airport: 35 miles to Samaná El Catey International Airport (AZS) 35 miles to Samaná El Catey International Airport (AZS) Family-friendly or Adults-only: Family-friendly Family-friendly Restaurant Reservations: Reservations are required at some restaurants. Reservations are required at some restaurants. Accessibility: The property is accessible only by boat, a challenge for visitors with mobility concerns, though facilities and rooms offer accessibility measures to make navigating the island easier. The property is accessible only by boat, a challenge for visitors with mobility concerns, though facilities and rooms offer accessibility measures to make navigating the island easier. Rates: $$ Summertime travel has never been hotter in the Caribbean, with many vacationers only now realizing that this warm-weather escape is pretty dreamy year-round. Once the throngs of travelers return home in mid-April, resorts slash rates and bare beaches abound. Many locals insist the islands are at their best in the rainier months of the summertime with all their green tropical lushness, and for travelers who don't mind a passing afternoon shower, I tend to agree! Off-season travel certainly comes with its perks, but it also coincides with Atlantic hurricane season, which stretches from June to November. Visitors should purchase travel insurance and check with their hotel or resort about weather-related cancellation policies prior to departure. Islands outside the hurricane belt, such as Aruba, Bonaire, and Curaçao, or Caribbean-facing coastal spots in the Americas like Cartagena, Colombia, or Bocas del Toro, Panama, can also make convenient alternative destinations during the summertime. Planning a Caribbean vacation spanning multiple islands can be more complex and costly than many travelers realize. While certain islands are well connected by ferries or water taxis, like the British Virgin Islands, in many areas, ferries are infrequent, costly, or non-existent. Even flights between islands are less frequent and more expensive than most travelers realize, often requiring passengers to transit through hubs like San Juan, Miami, or Fort Lauderdale. Can't shake the desire to cross multiple islands off your bucket list in one trip? The ferry system connecting St. Lucia, Dominica, Guadeloupe, and Martinique is one of the region's best.