Celebrate Valentine's Day in Caribbean (Updated 2026)

Caribbean
Triple fun! Monkeyland + Damajagua Waterfalls + Buggies from Puerto Plata

This is an unique experience! Amazing natural scenery in the tropical mountain range! Visit a typical Dominican colmado. Transportation by open air safari truck. Take …More

This is an unique experience! Amazing natural scenery in the tropical mountain range! Visit a typical Dominican colmado. Transportation by open air safari truck. Take...

8 hours 30 minutes Hotel pickup offered Free Cancellation
4.9 (108)
from
$199
St. Thomas Maho Bay Turtle Snorkel Sail - Ritz-Carlton

Sail away aboard Lady Lynsey II into the Virgin Island’s National Park to discover the wonders of snorkeling with sea turtles. …More

Sail away aboard Lady Lynsey II into the Virgin Island’s National Park to discover the wonders of snorkeling with sea turtles....

5 hours Free Cancellation
4.9 (61)
from
$159
Old San Juan & Loiza African Town Full-Day Tour: Minimum 8+people

Immerse yourself in our fascinating history and rich culture with this experience. Visit the Historical Site of Old San Juan, and one of oldest towns …More

Likely to Sell Out
Likely to Sell Out

Immerse yourself in our fascinating history and rich culture with this experience. Visit the Historical Site of Old San Juan, and one of oldest towns...

7 to 8 hours Hotel pickup offered Free Cancellation
5.0 (22)
from
$145
Discover The Baths of Virgin Gorda Full Day Adventure - Ritz Carlton St. Thomas

Join us aboard our 45' express cruiser for an unforgettable tour of the British Virgin Islands (valid passport required), and one of the most famous …More

Join us aboard our 45' express cruiser for an unforgettable tour of the British Virgin Islands (valid passport required), and one of the most famous...

9 hours Free Cancellation
4.6 (106)
from
$369
Full or Half Day Private Power Catamaran- USVI Beach and Snorkel

Enjoy a private full day charter on a smooth-riding, 36' power catamaran with long swim ladders that make getting in and out of the water …More

Likely to Sell Out
Likely to Sell Out

Enjoy a private full day charter on a smooth-riding, 36' power catamaran with long swim ladders that make getting in and out of the water...

7 hours Free Cancellation
4.9 (50)
from
$1,016
Shop, See, & Splash

Godfrey Tours will take you shopping, Sightseeing and to the Beach of your choice for an unforgettable time on St. Thomas. We also provide private …More

Godfrey Tours will take you shopping, Sightseeing and to the Beach of your choice for an unforgettable time on St. Thomas. We also provide private...

6 hours 30 minutes Hotel pickup offered Free Cancellation
4.5 (950)
from
$65
Jost Van Dyke Boat Tour with Foxy’s and Soggy Dollar Bar

The BVI triangle hits the MOST stops in the British Virgin Islands in one day! Your first stop is at Great Harbor, Jost Van Dyke …More

Likely to Sell Out
Likely to Sell Out

The BVI triangle hits the MOST stops in the British Virgin Islands in one day! Your first stop is at Great Harbor, Jost Van Dyke...

8 hours
5.0 (308)
from
$360
USVI Private Boat Charter Adventure

Enjoy all the beautiful beaches the Virgin Islands has to offer in the comfort and shade of a specifically charter designed boat with reclining bow …More

Enjoy all the beautiful beaches the Virgin Islands has to offer in the comfort and shade of a specifically charter designed boat with reclining bow...

8 hours Free Cancellation
4.9 (96)
from
$1,500
Jost Van Dyke Funday

This trip is enjoying Jost Van Dyke . We check into the BVI at the quaint village of Great Harbor. Here we have time to …More

Likely to Sell Out
Likely to Sell Out

This trip is enjoying Jost Van Dyke . We check into the BVI at the quaint village of Great Harbor. Here we have time to...

8 hours
5.0 (156)
from
$360
Private Full Day, Fun Day SY Mazu -Luxury Gemini Legacy Catamaran

An island tradition, Full Day-Fun Day aboard SY Mazu or SY Neptune makes lasting memories. Both vessels are a Gemini Legacy sailing catamaran. SY Mazu …More

An island tradition, Full Day-Fun Day aboard SY Mazu or SY Neptune makes lasting memories. Both vessels are a Gemini Legacy sailing catamaran. SY Mazu...

7 hours Free Cancellation
4.9 (165)
from
$1,595
Antilla Shipwreck Seabob Tour

This tour includes everything you need for a thrilling adventure: pickup and drop-off from your hotel, resort, or nearest beach, a 2.5-hour tour, beverages, snorkel …More

Likely to Sell Out
Likely to Sell Out

This tour includes everything you need for a thrilling adventure: pickup and drop-off from your hotel, resort, or nearest beach, a 2.5-hour tour, beverages, snorkel...

2 hours 30 minutes Hotel pickup offered Free Cancellation
4.9 (221)
from
$120
Aruba Seabob Scooter Reef Tour

The SEABOB F5 S Jet enables you to cover a much more extensive area on the water without getting physically tired. As a result you …More

Likely to Sell Out
Likely to Sell Out

The SEABOB F5 S Jet enables you to cover a much more extensive area on the water without getting physically tired. As a result you...

1 hour Hotel pickup offered Free Cancellation
4.8 (229)
from
$97
Full Day Sail with Max Charters

A day with Max Charters is a unique way to experience the Virgin Islands. We carry fewer passengers than most charter companies in order to …More

Likely to Sell Out
Likely to Sell Out

A day with Max Charters is a unique way to experience the Virgin Islands. We carry fewer passengers than most charter companies in order to...

6 hours Free Cancellation
5.0 (136)
from
$285
Discover Scuba Diving with No Certification in St Thomas

- FULL SERVICE first time dive experience, second to none! - Highly experienced, qualified, and safety driven Instructors in water with you at all times …More

Likely to Sell Out
Likely to Sell Out

- FULL SERVICE first time dive experience, second to none! - Highly experienced, qualified, and safety driven Instructors in water with you at all times...

3 hours 30 minutes
5.0 (261)
from
$225
Snorkeling Adventure in St Thomas

-FULL SERVICE snorkel experience with in-water guide. - Highly qualified Instructors in water with you at all times - You get top notch customer service …More

Likely to Sell Out
Likely to Sell Out

-FULL SERVICE snorkel experience with in-water guide. - Highly qualified Instructors in water with you at all times - You get top notch customer service...

3 hours 30 minutes
5.0 (285)
from
$129
St Thomas Night Kayak Tour

Check off another item from your bucket list with this adventure of a lifetime! This tour begins when you board your two-person kayak and paddle …More

Check off another item from your bucket list with this adventure of a lifetime! This tour begins when you board your two-person kayak and paddle...

1 hour 30 minutes Free Cancellation
4.9 (181)
from
$69
6-Hour Turtles, Pizza Pi & Sunset Sail

** This trip departs from St. Thomas Only ** Get ready for a day of sun, sea, and stories! Our crew members, who also call …More

Likely to Sell Out
Likely to Sell Out

** This trip departs from St. Thomas Only ** Get ready for a day of sun, sea, and stories! Our crew members, who also call...

6 hours
5.0 (441)
from
$280
US Virgin Islands Island Hop & Food Boat Tour

This is a NEW *Stormy Pirates* Itinerary!! Visit 3 different US Virgin Islands. 2 food boats and a Beach Club in 8 hours. This trip …More

Likely to Sell Out
Likely to Sell Out

This is a NEW *Stormy Pirates* Itinerary!! Visit 3 different US Virgin Islands. 2 food boats and a Beach Club in 8 hours. This trip...

8 hours
4.9 (433)
from
$280
Full Day Cultural Jeep Beach Tour, St. Thomas &/or Water Island

Up to 16 guests can join a native local, as they take you on your very own cultural experience. - Scenic overlooks of the city …More

Up to 16 guests can join a native local, as they take you on your very own cultural experience. - Scenic overlooks of the city...

6 hours Hotel pickup offered Free Cancellation
4.9 (62)
from
$630
Private All Inclusive Speedboat to Soufriere with Lunch, Mud Bath & Waterfall

If you are looking for an All-inclusive private boat shore excursion in St Lucia, which is certified Covid-19 compliant, where you may visit the volcano …More

Likely to Sell Out
Likely to Sell Out

If you are looking for an All-inclusive private boat shore excursion in St Lucia, which is certified Covid-19 compliant, where you may visit the volcano...

4 to 6 hours Hotel pickup offered Free Cancellation
5.0 (50)
from
$125
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