Celebrate Valentine's Day in Caribbean (Updated 2026)

Caribbean
Reggae Family Catamaran Cruise From Montego Bay

Take in the wonders of the island from the best seat in the house on board the Island Routes Reggae Family Catamaran Cruise. Get ready …More

Take in the wonders of the island from the best seat in the house on board the Island Routes Reggae Family Catamaran Cruise. Get ready...

3 hours Hotel pickup offered Free Cancellation
4.8 (16)
from
$125
Outback Antigua Tour

This a small group tour to ensure that each participant gets the best experience! Great for adults and children!. Explore the island via bus/car/van whilst …More

This a small group tour to ensure that each participant gets the best experience! Great for adults and children!. Explore the island via bus/car/van whilst...

4 to 6 hours Hotel pickup offered Free Cancellation
4.9 (11)
from
$145
Rainforest River Hike and Waterfalls Adventure

El Yunque: Features a variety of waterfalls, natural pools, lots of vibrant flowers, tropical large-leaf foliage, pristine freshwater rivers, streams, and small non-threatening wildlife. This …More

El Yunque: Features a variety of waterfalls, natural pools, lots of vibrant flowers, tropical large-leaf foliage, pristine freshwater rivers, streams, and small non-threatening wildlife. This...

6 to 7 hours Free Cancellation
5.0 (11)
from
$70
Private Airport Transfers to Antigua and Barbuda

We provide a professional service to and from the airport and we are also available to take you around the island and transfer you to …More

We provide a professional service to and from the airport and we are also available to take you around the island and transfer you to...

30 to 45 minutes Hotel pickup offered Free Cancellation
5.0 (12)
from
$60
Private 1/2 Day Afternoon Charter Deep Sea Fishing on Wahooter's

World-Famous Turks and Caicos Deep Sea Fishing In summer we catch blue marlin, yellowfin, blackfin, bigeye, skipjack, albacore tuna, and mahi mahi. In winter we …More

World-Famous Turks and Caicos Deep Sea Fishing In summer we catch blue marlin, yellowfin, blackfin, bigeye, skipjack, albacore tuna, and mahi mahi. In winter we...

4 hours Hotel pickup offered Free Cancellation
4.8 (6)
from
$2,897
Turtle Tail & Turks Head Brewery UTV Adventure

Ready for an ADVENTURE! Explore the island beyond the beaches on our Signature 3-Hour UTV Island Adventure, a premium guided experience that takes you deep …More

Ready for an ADVENTURE! Explore the island beyond the beaches on our Signature 3-Hour UTV Island Adventure, a premium guided experience that takes you deep...

3 hours Free Cancellation
4.9 (12)
from
$527
PR Chinchorreo-Beach and Bar Hopping Tour

Experience Puerto Rico's southeast coast on a private weekend-only chinchorreo, beach, and bar-hopping tour. Visit local beaches and chinchorros; stops may vary with the weekend …More

Experience Puerto Rico's southeast coast on a private weekend-only chinchorreo, beach, and bar-hopping tour. Visit local beaches and chinchorros; stops may vary with the weekend...

5 to 6 hours Hotel pickup offered Free Cancellation
4.5 (25)
from
$130
St. Lucia: Hotel Chocolat, Catamaran Cruise, Sulphur Springs

This decadent journey is a chocolate lover's dream, beginning aboard a luxurious catamaran cruise to Soufriere to visit the renowned Hotel Chocolat. This bean to …More

This decadent journey is a chocolate lover's dream, beginning aboard a luxurious catamaran cruise to Soufriere to visit the renowned Hotel Chocolat. This bean to...

10 hours Hotel pickup offered
4.9 (15)
from
$287
2 hour Beach Ride Horseback Experience with Dore's Riding Stable

Ride with the beautiful horses and Visit Gros-Islet in a unique and unforgettable way on horseback. You'll see spectacular views of St. Lucian coast from …More

Ride with the beautiful horses and Visit Gros-Islet in a unique and unforgettable way on horseback. You'll see spectacular views of St. Lucian coast from...

2 hours 30 minutes Hotel pickup offered Free Cancellation
4.9 (7)
from
$156
Private Guided Tour: Explore Puerto Plata’s Rich History!

In just 4 hours, Puerto Plata unfolds like a vibrant tapestry on our compact tour. Soar above paradise on the Puerto Plata Cable Car, where …More

In just 4 hours, Puerto Plata unfolds like a vibrant tapestry on our compact tour. Soar above paradise on the Puerto Plata Cable Car, where...

2 to 4 hours Hotel pickup offered Free Cancellation
4.9 (12)
from
$55
Private Mountain Bike Tour in Aruba

With no sounds other than the breeze, you’ll see the true treasure of Aruba: unspoiled nature and beautiful trails through the cactus-studded countryside and along …More

With no sounds other than the breeze, you’ll see the true treasure of Aruba: unspoiled nature and beautiful trails through the cactus-studded countryside and along...

2 hours Hotel pickup offered Free Cancellation
4.7 (36)
from
$90
Private Transportation From Montego Bay Airport to Negril Hotels

From Montego Bay Airport (MBJ), private transportation takes you to hotels and resorts anywhere in Negril. After clearing immigration and customs, meet your driver and …More

From Montego Bay Airport (MBJ), private transportation takes you to hotels and resorts anywhere in Negril. After clearing immigration and customs, meet your driver and...

1 to 2 hours Hotel pickup offered Free Cancellation
5.0 (11)
from
$28
Boat rental To go by yourself CAP CAMARAT

Be freedom on the boat for a beautiful day? With Tropical Boat, you can rent our boat CAP CAMARAT 6.5 WA  150CV Yamaha with cabin …More

Be freedom on the boat for a beautiful day? With Tropical Boat, you can rent our boat CAP CAMARAT 6.5 WA  150CV Yamaha with cabin...

4 to 8 hours
5.0 (14)
from
$374
Bamboo Rafting, ATV & Ricks Cafe Combo Tour From Montego Bay

This Combo tour gives travelers the opportunity to enjoy 3 of Jamaica's Most popular & exciting activities all in one. Bamboo river rafting with limestone …More

This Combo tour gives travelers the opportunity to enjoy 3 of Jamaica's Most popular & exciting activities all in one. Bamboo river rafting with limestone...

6 to 8 hours Hotel pickup offered Free Cancellation
5.0 (10)
from
$125
Private round trip transfer from Santo Domingo to Punta Cana

Safe and reliable transfer! Enjoy your vacation and we will make sure that your journey is as pleasant as possible. Book in advance so that …More

Safe and reliable transfer! Enjoy your vacation and we will make sure that your journey is as pleasant as possible. Book in advance so that...

2 hours Free Cancellation
5.0 (5)
from
$280
Naturally Tasty by RotiMan Taste/Learn Experience in Tortola, BVI

Are you ready to embark on a Culinary Adventure with Caribbean Flavours and an Authentic Caribbean Chef. With a mother from Barbados, a father from …More

Are you ready to embark on a Culinary Adventure with Caribbean Flavours and an Authentic Caribbean Chef. With a mother from Barbados, a father from...

1 hour 30 minutes
4.8 (13)
from
$179
Private Transfer from Punta Cana Airport or Iberostar Punta Cana

Punta Cana Transfer is a leader in providing private transportation all over Punta Cana. As a company, we have over 4 years of experience and …More

Punta Cana Transfer is a leader in providing private transportation all over Punta Cana. As a company, we have over 4 years of experience and...

25 minutes Hotel pickup offered Free Cancellation
5.0 (11)
from
$40
ATV Guided Tour additional charges for Transportation

Take an exciting ride on an ATV (all-terrain vehicle) during this 1 hour adventure in Montego Bay. Departing from a safari ranch, ride your ATV …More

Take an exciting ride on an ATV (all-terrain vehicle) during this 1 hour adventure in Montego Bay. Departing from a safari ranch, ride your ATV...

4 hours 30 minutes Hotel pickup offered Free Cancellation
4.4 (27)
from
$115
Aruba Romantic Sunset Photoshoot & Beach Picnic in Luxury Cabana

This is the ultimate romantic package for couples that want to capture magical moments on camera and experience an intimate beach picnic in a luxurious …More

This is the ultimate romantic package for couples that want to capture magical moments on camera and experience an intimate beach picnic in a luxurious...

2 hours Free Cancellation
5.0 (9)
from
$340
Private “Sail & Hike” Tour of Grenada

…experience Grenada by sea and land. Sail up the west coast of Grenada to Black Bay where you will disembark to start our guided hike …More

…experience Grenada by sea and land. Sail up the west coast of Grenada to Black Bay where you will disembark to start our guided hike...

8 hours Free Cancellation
5.0 (5)
from
$302
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