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Top Day Trips from Caribbean (Updated November 2026)

Caribbean
Montego Bay's Guided Bamboo Rafting Tour & Hip-strip Shopping

This is the ultimate authentic Jamaican experience. You will be greeted by your professional raft captain who aims to provide you with the best river …More

This is the ultimate authentic Jamaican experience. You will be greeted by your professional raft captain who aims to provide you with the best river...

3 to 5 hours Hotel pickup offered Free Cancellation
5.0 (21)
from
$167
Toro Negro River Hike & Cliff Jumping Adventure; San Juan Pick Up

This is hands down the best hike on the entire island. From breathtaking views, to cool natural tropical pools, to cliff jumps that can satisfy …More

This is hands down the best hike on the entire island. From breathtaking views, to cool natural tropical pools, to cliff jumps that can satisfy...

8 hours Free Cancellation
5.0 (22)
from
$165
Private and Customized Tour to Negril From Montego Bay

Your grand customized tour to negril last for 6-8 hours. On your journey along the west sea coast, limitless eye catching views driving through the …More

Your grand customized tour to negril last for 6-8 hours. On your journey along the west sea coast, limitless eye catching views driving through the...

8 hours Hotel pickup offered Free Cancellation
4.9 (37)
from
$94
Private Saona Island Excursion

Let’s get out of the crowds and enjoy of the attractions of the Dominican Republic by doing it privately. Say goodbye to making big lines …More

Let’s get out of the crowds and enjoy of the attractions of the Dominican Republic by doing it privately. Say goodbye to making big lines...

8 to 9 hours Hotel pickup offered Free Cancellation
4.7 (50)
from
$990
VIP Inclusive Private Tour of Island (Lunch, Drinks + Snorkeling)

The VIP Inclusive Private Tour of Island is the best you can experience when visiting Tobago. While we do offer shorter island tours (such as …More

The VIP Inclusive Private Tour of Island is the best you can experience when visiting Tobago. While we do offer shorter island tours (such as...

8 hours 30 minutes Hotel pickup offered Free Cancellation
4.8 (25)
from
$300
St.Lucia Rum & Mud Bath Tour

Explore the vibrant culture of Saint Lucia on this engaging tour that includes a visit to a local rum distillery for a taste of handcrafted …More

Explore the vibrant culture of Saint Lucia on this engaging tour that includes a visit to a local rum distillery for a taste of handcrafted...

4 to 6 hours Hotel pickup offered Free Cancellation
5.0 (21)
from
$167
Scenic Tour of Soufriere

Explore the scenic highlights of the island! Soufriere with the drive-in-volcano and its sulphur springs, the breathtaking Piton twin peaks and a waterfall in the …More

Explore the scenic highlights of the island! Soufriere with the drive-in-volcano and its sulphur springs, the breathtaking Piton twin peaks and a waterfall in the...

6 hours Hotel pickup offered Free Cancellation
4.9 (38)
from
$130
Nine Mile Bob Marley Mausoleum Transportation [ Birthplace ]

Bob Marley's resting place is where the singer spent his early years, and his simple marble tomb is genuinely moving. the home where Bob Marley …More

Bob Marley's resting place is where the singer spent his early years, and his simple marble tomb is genuinely moving. the home where Bob Marley...

5 to 6 hours Hotel pickup offered Free Cancellation
4.8 (39)
from
$47
Horseback Ride, Blue Hole, Secret Falls, River Rafting & Tubing

Enjoy 4 activities in 1 day. This is for the ultimate thrill seeker. Horseback riding, river tubing,blue hole and secrets falls mixed with river rafting. …More

Enjoy 4 activities in 1 day. This is for the ultimate thrill seeker. Horseback riding, river tubing,blue hole and secrets falls mixed with river rafting....

5 to 8 hours Hotel pickup offered Free Cancellation
4.8 (20)
from
$250
Catamaran Charter Puerto Rico Jenica

Enjoy a luxurious all inclusive day in our 47 feet Power Catamaran. Our Captain will choose one of the beautiful locations the east cost of …More

Enjoy a luxurious all inclusive day in our 47 feet Power Catamaran. Our Captain will choose one of the beautiful locations the east cost of...

6 hours Free Cancellation
5.0 (16)
from
$2,600
Private Tours

This tour is unique because of the its beautiful rustic scenery of the east Coast, luxurious west coast and beaches. …More

4.9 (146)

Private Tours

This tour is unique because of the its beautiful rustic scenery of the east Coast, luxurious west coast and beaches....

5 hours Hotel pickup offered Free Cancellation
4.9 (146)
from
$180
Owia Salt Pond Tour with Fraser's Taxi and Tours

Our guest are treated to a breathtaking tour along the windward coast up to the northern most point. Where they gain the opportunity to frolic …More

Our guest are treated to a breathtaking tour along the windward coast up to the northern most point. Where they gain the opportunity to frolic...

6 hours Hotel pickup offered Free Cancellation
5.0 (22)
from
$80
Punta Cana Tour in Atv + Horseback Riding Pick up Hotel

this is a tour that takes you to know the nightlife of nightclubs and bars in punta cana where you can enjoy with us with …More

this is a tour that takes you to know the nightlife of nightclubs and bars in punta cana where you can enjoy with us with...

5 hours Free Cancellation
4.8 (29)
from
$75
Soufriere Volcano, Waterfall and Snorkeling Tour by speedboat

Experience the best in Saint Lucia on this small group land and sea adventure to Soufriere, designed for comfort, personal attention, and authentic local experiences. …More

Experience the best in Saint Lucia on this small group land and sea adventure to Soufriere, designed for comfort, personal attention, and authentic local experiences....

5 hours Hotel pickup offered Free Cancellation
5.0 (32)
from
$160
Small Group 7 Mile Beach Stingray City and Coral Gardens Tour

See the Best of the Islands Hottest Spot wrap up in a Five Hour Tour You will enjoy and experience the warmth of the Famous …More

See the Best of the Islands Hottest Spot wrap up in a Five Hour Tour You will enjoy and experience the warmth of the Famous...

5 hours Hotel pickup offered Free Cancellation
4.6 (21)
from
$65
Dark View falls, Wallilabou, Fort Charlotte, Kingstown from IV Tours

This tour include 3 of our spectacle sites, Fort Charlotte, Walliliabou and our Amazing Dark view falls. We drive along the Leeward higway where you …More

This tour include 3 of our spectacle sites, Fort Charlotte, Walliliabou and our Amazing Dark view falls. We drive along the Leeward higway where you...

5 hours 30 minutes Hotel pickup offered Free Cancellation
4.9 (38)
from
$77
Private fun fill tour from Montego Bay to dunns river & blue hole

Booking with me means you'll get an authentic Jamaican experience tailored to showcase the best of what my country has to offer. As a local, …More

Booking with me means you'll get an authentic Jamaican experience tailored to showcase the best of what my country has to offer. As a local,...

5 to 6 hours Hotel pickup offered Free Cancellation
5.0 (25)
from
$98
Private Tour From Montego Bay To Negril and Ricks Cafe

Island Life Tours Jamaica provides professional, hassle free tours to Negril from Montego Bay with knowledgeable, certified guides. This tour captures, relaxion, beautiful scenery, entertainment, …More

Island Life Tours Jamaica provides professional, hassle free tours to Negril from Montego Bay with knowledgeable, certified guides. This tour captures, relaxion, beautiful scenery, entertainment,...

7 hours Hotel pickup offered Free Cancellation
5.0 (29)
from
$200
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
Rose Hall Great House and Montego Bay Cultural Tour

Step into the legends of Jamaica with Fun Tours Jamaica! Explore the world-famous Rose Hall Great House, a magnificent 18th-century Georgian mansion overlooking the Caribbean …More

Step into the legends of Jamaica with Fun Tours Jamaica! Explore the world-famous Rose Hall Great House, a magnificent 18th-century Georgian mansion overlooking the Caribbean...

5 hours Hotel pickup offered Free Cancellation
4.8 (24)
from
$120
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