Celebrate Valentine's Day in Caribbean (Updated 2026)

Caribbean
Grand Cayman Catamaran Tour to Stingray City and Rum Point

Visit two of Grand Cayman’s top attractions — Stingray City and Rum Point — on this 5.5-hour tour by luxury 65-foot (20-meter) catamaran. Accessible only …More

Visit two of Grand Cayman’s top attractions — Stingray City and Rum Point — on this 5.5-hour tour by luxury 65-foot (20-meter) catamaran. Accessible only...

5 hours 30 minutes Hotel pickup offered Free Cancellation
4.8 (39)
from
$144
Grand Cayman Kittiwake and Reef Sail

Take a relaxing cruise along the picturesque shores of Seven Mile Beach and enjoy some of the best snorkeling on Grand Cayman! Visit both a …More

Take a relaxing cruise along the picturesque shores of Seven Mile Beach and enjoy some of the best snorkeling on Grand Cayman! Visit both a...

2 hours 30 minutes Free Cancellation
4.5 (32)
from
$124
Side-by-Side Off-Road Adventure Guided Tour - Grand Turk

Get ready for the ultimate thrill-seeking adventure in Grand Turk! Join our side-by-side excursion, where you'll traverse through rugged terrain, cruise through our streets, and …More

Get ready for the ultimate thrill-seeking adventure in Grand Turk! Join our side-by-side excursion, where you'll traverse through rugged terrain, cruise through our streets, and...

1 hour 30 minutes Free Cancellation
4.9 (31)
from
$199
Half-day buggy OR ATV tour to Water Cave and Macao Beach

Our fun and engaging multilingual guides will make this the best tour of your vacation. Get to know some of the authentic Dominican Republic on …More

Our fun and engaging multilingual guides will make this the best tour of your vacation. Get to know some of the authentic Dominican Republic on...

4 hours Hotel pickup offered Free Cancellation
4.9 (55)
from
$55
Full Day Private Boat Charter at Grace Bay, Providenciales

Cruise around the islands of Turks and Caicos in style! Charter a private boat up to 8 people ($99 for each additional person after 8 …More

Cruise around the islands of Turks and Caicos in style! Charter a private boat up to 8 people ($99 for each additional person after 8...

8 hours Hotel pickup offered Free Cancellation
5.0 (26)
from
$3,540
Ocho Rios Scenic, Shopping and Lunch Tour

Enjoy an amazing day out in Jamaica exploring local culture and stunning scenery. Emerse yourself in this world know captivating, vibrant culture of amazing art, …More

Enjoy an amazing day out in Jamaica exploring local culture and stunning scenery. Emerse yourself in this world know captivating, vibrant culture of amazing art,...

3 to 4 hours Hotel pickup offered Free Cancellation
4.9 (44)
from
$45
Montego Bay Cultrual Highlight and Beach Break

With modern amenities, charming beach bar and a lively yet laid-back atmosphere, Doctors Cave Beach offers an unforgettable experience. Whether you're looking to explore marine …More

With modern amenities, charming beach bar and a lively yet laid-back atmosphere, Doctors Cave Beach offers an unforgettable experience. Whether you're looking to explore marine...

5 hours Free Cancellation
5.0 (20)
from
$90
San Juan Old Walking Tour

Puerto Rico was part of the Spanish colony until 1898, where it became part of the United States. We are a country rich in history …More

Puerto Rico was part of the Spanish colony until 1898, where it became part of the United States. We are a country rich in history...

1 hour 45 minutes Free Cancellation
5.0 (21)
from
$65
Cueva del Indio and Charco Azul Cave and Waterfall Adventure

This is the best adventure tour in all Puerto Rico as it completely avoids the tourist traps of the island & focuses exclusively on amazing …More

This is the best adventure tour in all Puerto Rico as it completely avoids the tourist traps of the island & focuses exclusively on amazing...

8 hours Free Cancellation
4.9 (43)
from
$175
Flying Dress Photoshoots in Montego Bay Jamaica

Take part in your exclusive Flying Dress Photoshoot in Jamaica with Kevin Wright's team of professional photographers. You will be the star of the show …More

Take part in your exclusive Flying Dress Photoshoot in Jamaica with Kevin Wright's team of professional photographers. You will be the star of the show...

1 to 2 hours Free Cancellation
5.0 (48)
from
$500
Bayahíbe Horseback Riding & River swimmig

Ideal to spend a few hours in complete relax, in contact with nature and our friends horses . Now, for the lovers of the nature, …More

Ideal to spend a few hours in complete relax, in contact with nature and our friends horses . Now, for the lovers of the nature,...

2 hours Hotel pickup offered Free Cancellation
4.8 (22)
from
$125
Zipline Adventure from La Romana

Feel the wind rush past you as you soar from platform to platform zipping on 12 different double cables, assuring maximum safety. Enjoy the only …More

Feel the wind rush past you as you soar from platform to platform zipping on 12 different double cables, assuring maximum safety. Enjoy the only...

6 hours Hotel pickup offered Free Cancellation
4.9 (35)
from
$90
Private Janise Sailing Full Day Charter in Fajardo, Puerto Rico

Come aboard the comfortable Janise Lagoon 380 for a memorable 8-hourfull day charter in the beautiful Spanish Virgin Islands. Come experience first class service by …More

Come aboard the comfortable Janise Lagoon 380 for a memorable 8-hourfull day charter in the beautiful Spanish Virgin Islands. Come experience first class service by...

8 hours Free Cancellation
5.0 (16)
from
$2,395
Xtreme Buggy Adventure

Venture off-road and discover the Dominican countryside on this fun and exciting buggy tour. In your own buggy, you will drive to an organic farm …More

Venture off-road and discover the Dominican countryside on this fun and exciting buggy tour. In your own buggy, you will drive to an organic farm...

3 hours Hotel pickup offered Free Cancellation
4.9 (56)
from
$46
Nassau Pirate Rum Adventure

Hop aboard our custom Pirate Mini Bus and dive into a spirited journey through Nassau’s most iconic breweries, distilleries, and local hangouts. This fun-filled 3-hour …More

Hop aboard our custom Pirate Mini Bus and dive into a spirited journey through Nassau’s most iconic breweries, distilleries, and local hangouts. This fun-filled 3-hour...

3 hours Hotel pickup offered Free Cancellation
5.0 (25)
from
$99
Curacao Floating Breakfast Photoshoot free Drone Videos & Mimosas

Turn your Curaçao stay into a picture-perfect experience ✨ Book our Floating Tray Photoshoot, complete with professional drone photos and cinematic videos Enjoy a beautifully …More

Turn your Curaçao stay into a picture-perfect experience ✨ Book our Floating Tray Photoshoot, complete with professional drone photos and cinematic videos Enjoy a beautifully...

1 hour 30 minutes Free Cancellation
4.8 (31)
from
$225
Private Saona Island Boat Tour | No Crowds | From 165 USD pp

We do things differently. Our team blends American attitude, German efficiency, and Dominican flow to create a smooth, personal experience from start to finish. No …More

We do things differently. Our team blends American attitude, German efficiency, and Dominican flow to create a smooth, personal experience from start to finish. No...

6 to 8 hours Hotel pickup offered Free Cancellation
4.9 (43)
from
$165
Horseback Ride & Swim Experience from Montego with Transportation

Book our horseback riding tour for a truly unforgettable experience with a reliable, trustworthy team dedicated to meeting your every need. Enjoy the thrill of …More

Book our horseback riding tour for a truly unforgettable experience with a reliable, trustworthy team dedicated to meeting your every need. Enjoy the thrill of...

1 hour 20 minutes Hotel pickup offered Free Cancellation
4.7 (55)
from
$48
Dunns River Falls and Blue Hole Ocho Rios

Experience the best of Jamaica with a thrilling day trip from Montego Bay or Falmouth to Dunn’s River Falls and the Blue Hole! Climb the …More

Experience the best of Jamaica with a thrilling day trip from Montego Bay or Falmouth to Dunn’s River Falls and the Blue Hole! Climb the...

6 hours Hotel pickup offered Free Cancellation
4.8 (24)
from
$120
ATV Rainforest Adventure in St. Lucia

Explore stunning landscapes and rugged terrains on guided off-road tours with MJ Wheelers Inc. Combining the thrill of off-road riding with cultural insights, these tours …More

Explore stunning landscapes and rugged terrains on guided off-road tours with MJ Wheelers Inc. Combining the thrill of off-road riding with cultural insights, these tours...

2 to 3 hours Free Cancellation
5.0 (73)
from
$130
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