Top Caribbean Day Trips & Excursions

Q: Which Caribbean Day Trips & Excursions have Instant Confirmation?

Caribbean Day Trips & Excursions with Instant Confirmation include: Montego bay Bamboo Rafting & Sunset at Ricks cafe Negril Savvy Beach Day With Hotel Shuttle Transfer Small train tour of a banana farm in Martinique Private Round Trip Transfer to YAAMAN Adventure Park Ocho Rios Private Guided Grenada Island Tour "BY THE HOUR" View all Tours with Instant Confirmation →

Q: I need a ride! Which Caribbean Day Trips & Excursions have Hotel Pickup?

No problem. These Caribbean Day Trips & Excursions include Hotel Pickup: Montego bay Bamboo Rafting & Sunset at Ricks cafe Negril Savvy Beach Day With Hotel Shuttle Transfer Private Round Trip Transfer to YAAMAN Adventure Park Ocho Rios Private Guided Grenada Island Tour "BY THE HOUR" Punta Cana ATV and Buggy Adventure with Macao Beach & Taino Cave View all Tours with Hotel Pickup →

Q: Got any more Caribbean trip ideas?

We sure do. Check out our curated lists of hand-picked Caribbean Tours. Top 10 Caribbean 2026 Senior-friendly tours Caribbean The best tours and activities for culture lovers in Caribbean Top Day Trips from Caribbean Things to do in Caribbean this summer View all Caribbean Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Caribbean?

Based on our sales data over the past year, the most popular styles of tours and activities in Caribbean are: Caribbean Luxury & Special Occasions Caribbean Luxury Tours Caribbean Tours & Sightseeing Caribbean Shore Excursions Caribbean Port Transfers View all tour styles in Caribbean →

50' Luxury Yacht. Private Full or Half Day Catamaran Snorkel, & Beach Experience

Spend the day on your own 50' Luxury Catamaran Yacht. This price is all inclusive for the Yacht, up to 12 guests. You can select …More

5.0 (681)

50' Luxury Yacht. Private Full or Half Day Catamaran Snorkel, & Beach Experience

Spend the day on your own 50' Luxury Catamaran Yacht. This price is all inclusive for the Yacht, up to 12 guests. You can select...

4 to 7 hours Free Cancellation

5.0 (681)

from
$1,441

Saona island - Private Tour with a Luxury Speed Boat

Depart from Bayahibe aboard a unique, cigarette-style speed boat Boat equipped with sofa, one bedroom Maximum 6 people on board for your comfort Thanks to …More

Punta Cana, Dominican Republic

5.0 (10)

Saona island - Private Tour with a Luxury Speed Boat

Depart from Bayahibe aboard a unique, cigarette-style speed boat Boat equipped with sofa, one bedroom Maximum 6 people on board for your comfort Thanks to...

6 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$1,490

Private Full Day Charter to Jost Van Dyke from US Virgin Islands

Sleep in, take it slow, and still have an incredible day exploring Jost Van Dyke. With a late departure at 11 AM and a return …More

5.0 (6)

Private Full Day Charter to Jost Van Dyke from US Virgin Islands

Sleep in, take it slow, and still have an incredible day exploring Jost Van Dyke. With a late departure at 11 AM and a return...

6 hours 30 minutes Free Cancellation

5.0 (6)

from
$1,495

Hell and Crystal Cave Adventure Private Tour

Our first stop will be at the Governor's Residence for optional pictures. Followed by another picture stop at the Old Home Stead. Then a change …More

Grand Cayman, Cayman Islands

5.0 (1)

Hell and Crystal Cave Adventure Private Tour

Our first stop will be at the Governor's Residence for optional pictures. Followed by another picture stop at the Old Home Stead. Then a change...

5 hours Free Cancellation

5.0 (1)

from
$1,495

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

4.9 (96)

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...

8 hours Free Cancellation

4.9 (96)

from
$1,500

Join us for a personalized full island tour of Bermuda! Led by expert local guides, you’ll explore all nine parishes, visiting stunning hotspots while traveling …More

5.0 (7)

Bermudaful Island 6 Hours Private Tour

Join us for a personalized full island tour of Bermuda! Led by expert local guides, you’ll explore all nine parishes, visiting stunning hotspots while traveling...

6 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$1,500

Private Speedboat Charter: St Maarten to Anguilla

Discover Anguilla on a private speedboat charter from St Maarten! Visit the best snorkeling sites, stop at some of the most pristine islands or beach …More

5.0 (8)

Private Speedboat Charter: St Maarten to Anguilla

Discover Anguilla on a private speedboat charter from St Maarten! Visit the best snorkeling sites, stop at some of the most pristine islands or beach...

7 hours Free Cancellation

5.0 (8)

from
$1,500

Private Charter Around St Maarten-St.Martin

Private charter on our very comfortable Speed Boats .St.Maarten- St.martin, unique beaches, special atmosphere. we guarantee smooth ride and possibility go closest possible to your …More

5.0 (3)

Private Charter Around St Maarten-St.Martin

Private charter on our very comfortable Speed Boats .St.Maarten- St.martin, unique beaches, special atmosphere. we guarantee smooth ride and possibility go closest possible to your...

5 to 7 hours Free Cancellation

5.0 (3)

from
$1,500

Small Group to Bob Marley Museum and Devon House from Montego Bay

Travel to Kingston, the capital of Jamaica, on a day trip from Montego Bay. Take the opportunity during the 3-hour drive up Jamaica's North Coast …More

Montego Bay, Jamaica

Small Group to Bob Marley Museum and Devon House from Montego Bay

Travel to Kingston, the capital of Jamaica, on a day trip from Montego Bay. Take the opportunity during the 3-hour drive up Jamaica's North Coast...

6 hours Hotel pickup offered Free Cancellation

from
$1,500

Venture for a half or full day of new experiences - a true Dominican cultural exchange. Resorts are relaxing and wonderful without a doubt, but …More

Private Full Day Cultural Safari Tour from Punta Cana

Venture for a half or full day of new experiences - a true Dominican cultural exchange. Resorts are relaxing and wonderful without a doubt, but...

8 hours Hotel pickup offered

from
$1,500

Craft unforgettable memories on your private boat as you explore the breathtaking beauty of Saint-Martin. With Pierre as your guide, discover the hidden treasures of …More

5.0 (2)

Full Day St Martin Private Charter Tour

Craft unforgettable memories on your private boat as you explore the breathtaking beauty of Saint-Martin. With Pierre as your guide, discover the hidden treasures of...

8 hours Free Cancellation

5.0 (2)

from
$1,505

Full Day Charter from Fajardo to Culebra

Full-Day Charter Tour Culebra: It’s a day filled with fun, and everything is included. The tour is for up to 6 people. The day consists …More

Fajardo, Puerto Rico

5.0 (160)

Full Day Charter from Fajardo to Culebra

Full-Day Charter Tour Culebra: It’s a day filled with fun, and everything is included. The tour is for up to 6 people. The day consists...

7 hours 30 minutes Free Cancellation

5.0 (160)

from
$1,520

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

4.9 (165)

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...

7 hours Free Cancellation

4.9 (165)

from
$1,595

Private Stingray City Snorkeling and BioBay Charter for 6 Guests

This private 6 hour afternoon & evening adventure is a wonderful combination of daytime fun, sunset dining and Bio Bay magic. Your 2-person crew with …More

Grand Cayman, Cayman Islands

5.0 (37)

Private Stingray City Snorkeling and BioBay Charter for 6 Guests

This private 6 hour afternoon & evening adventure is a wonderful combination of daytime fun, sunset dining and Bio Bay magic. Your 2-person crew with...

6 hours

5.0 (37)

from
$1,600

Indulge in the ultimate luxury with a private charter to St. Barts. Experience unparalleled comfort aboard high-end vessel, customized to your desires. Whether you're cruising …More

Saint Barth Prestige Private Charter

Indulge in the ultimate luxury with a private charter to St. Barts. Experience unparalleled comfort aboard high-end vessel, customized to your desires. Whether you're cruising...

6 to 8 hours Free Cancellation

from
$1,600

Private Full Day Sail in Virgin Islands National Park

On a private full day sail with Max Charters you will have the boat to yourself! Your captain and mate will take you to some …More

5.0 (16)

Private Full Day Sail in Virgin Islands National Park

On a private full day sail with Max Charters you will have the boat to yourself! Your captain and mate will take you to some...

6 hours Free Cancellation

5.0 (16)

from
$1,650

Private Full Day Baths and Beyond Tour in Tortola BVI

Antilles Power Boats will take you on a breathtaking adventure to see all the best of the BVI and give you a day to remember. …More

Tortola, British Virgin Islands

5.0 (21)

Private Full Day Baths and Beyond Tour in Tortola BVI

Antilles Power Boats will take you on a breathtaking adventure to see all the best of the BVI and give you a day to remember....

7 hours Free Cancellation

5.0 (21)

from
$1,650

Enjoy a day in Paradise!! in a private boat, away from the crowd. On our Full Day Tour you will be able to enjoy up …More

5.0 (15)

Full Day Private Boat Tour To Culebra

Enjoy a day in Paradise!! in a private boat, away from the crowd. On our Full Day Tour you will be able to enjoy up...

7 hours Free Cancellation

5.0 (15)

from
$1,650

Half-Day Private Catamaran Tour in Puerto Plata

Have a blast on the water! Take a 38 feet catamaran, ride along the coast and have a party of your life, while dancing, sipping …More

Cabarete, Dominican Republic

5.0 (1)

Half-Day Private Catamaran Tour in Puerto Plata

Have a blast on the water! Take a 38 feet catamaran, ride along the coast and have a party of your life, while dancing, sipping...

5 hours Hotel pickup offered

5.0 (1)

from
$1,650

Immerse yourself in the unforgettable allure of Anguilla on your private boat, a day that will linger in your memory. Let Pierre be your expert …More

4.8 (16)

Full Day Anguilla Private Charter Tour

Immerse yourself in the unforgettable allure of Anguilla on your private boat, a day that will linger in your memory. Let Pierre be your expert...

8 hours Free Cancellation

4.8 (16)

from
$1,665

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Caribbean Day Trips & Excursions?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Caribbean Day Trips & Excursions are:

What are the best kid-friendly options for Caribbean Day Trips & Excursions Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Day Trips & Excursions are:

View all kid-friendly Tours →

Which Caribbean Day Trips & Excursions have Instant Confirmation?

Which Caribbean Day Trips & Excursions have Free Cancellation?

Caribbean Day Trips & Excursions with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Caribbean Day Trips & Excursions have Hotel Pickup?

Got any more Caribbean trip ideas?

What are the most popular styles of Tours and Activities in Caribbean?